Top-rated exterior painters.

Get matched with top exterior painters in Westby, WI

Enter your ZIP and get matched with up to 5 pros

Need a pro for your exterior painting project in Westby, WI?

Select your specific project to find the pro for you.

TRUSTED BY WESTBY, WI HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon18
    Verified exterior painting services reviews

Find Exterior painters in Westby

Avatar for Driftless Exteriors

Driftless Exteriors

4.68(
14
)
Approved Pro

Driftless Exteriors

4.68(
14
)
Approved Pro
Customers say: True professional
29 local quotes requested
5 years of experience

Call us at 608-792-9040 or fill out our estimate form at www.driftlessexterior.com We pride our company on reliability, great communication, integrity, and quality work. We strongly believe in giving our absolute best in all of our projects no matter how big or small. We are experts in our trade and will always keep you educated on your particular task or project. We look forward to earning your business!

"Driftless Exteriors is a true one-stop shop! They pressure washed our home, cleaned the exterior windows, stained our deck, and even painted our kitchen. Everything turned out amazing!! It?s been a long time since we?ve experienced service this good. This small business genuinely puts its customers first. From communication and scheduling to the quality of the work, they kept us updated and informed every step of the way. 5/5 stars! We would absolutely hire them again and highly recommend them to anyone looking for interior or exterior work! "

Maggie D on November 2025

Call us at 608-792-9040 or fill out our estimate form at www.driftlessexterior.com We pride our company on reliability, great communication, integrity, and quality work. We strongly believe in giving our absolute best in all of our projects no matter how big or small. We are experts in our trade and will always keep you educated on your particular task or project. We look forward to earning your business!

"Driftless Exteriors is a true one-stop shop! They pressure washed our home, cleaned the exterior windows, stained our deck, and even painted our kitchen. Everything turned out amazing!! It?s been a long time since we?ve experienced service this good. This small business genuinely puts its customers first. From communication and scheduling to the quality of the work, they kept us updated and informed every step of the way. 5/5 stars! We would absolutely hire them again and highly recommend them to anyone looking for interior or exterior work! "

Maggie D on November 2025


"Well done with steady, clear communication, meticulous attention to detail, friendly demeanor, and quiet work (no loud music). Rain caused delays that we could do nothing about but wait out. Worth the wait. Fairly priced."

Rolf S on June 2025

Skilled craftsman, here to help you with all your painting and staining needs

"Well done with steady, clear communication, meticulous attention to detail, friendly demeanor, and quiet work (no loud music). Rain caused delays that we could do nothing about but wait out. Worth the wait. Fairly priced."

Rolf S on June 2025


Avatar for Jerry's Painting

Jerry's Painting

4.88(
4
)
Approved Pro

Jerry's Painting

4.88(
4
)
Approved Pro
Customers say: Terrific value
26 local quotes requested
5 years of experience

Jerry's Painting is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests, and make their concerns the basis of our business.

"Jerry's Painting team was outstanding and professional. Communication was great, choosing colors was easy. I changed my mind last minute on the stain for our porch. The company worked seamisly to make sure our home was exactly as we envisioned. Careful attention to detail was given. We would recommend this company 5 out of 5 stars. "

Stephanie W on October 2025

Jerry's Painting is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests, and make their concerns the basis of our business.

"Jerry's Painting team was outstanding and professional. Communication was great, choosing colors was easy. I changed my mind last minute on the stain for our porch. The company worked seamisly to make sure our home was exactly as we envisioned. Careful attention to detail was given. We would recommend this company 5 out of 5 stars. "

Stephanie W on October 2025



Avatar for Shafer Services

Shafer Services

No reviews yet

Shafer Services

No reviews yet
Free onsite estimate

I am your versatile handywoman with many skills in home renovation. Some of my specialties include: Insulation Installing/repairing drywall Mudding/taping Interior/exterior painting & staining Trim work Flooring Tiling Power washing Siding Cleaning/organizing Odd jobs And more!

I am your versatile handywoman with many skills in home renovation. Some of my specialties include: Insulation Installing/repairing drywall Mudding/taping Interior/exterior painting & staining Trim work Flooring Tiling Power washing Siding Cleaning/organizing Odd jobs And more!


Lettner Contracting and Construction LLC

No reviews yet

Lettner Contracting and Construction LLC

No reviews yet
Free onsite estimate

Carpentry, electrical, plumbing, drywall, paint, trim, costume woodwork. Lettner Contracting and Construction can do it all. Well, almost. My name is Andrew Lettner, I've been working within the trades for about 6 years. I have worked for both large scale and smaller home project contractors. Honesty, quality, and communication are important for me when dealing with any home owner because my first priority is your vision for the project.

Carpentry, electrical, plumbing, drywall, paint, trim, costume woodwork. Lettner Contracting and Construction can do it all. Well, almost. My name is Andrew Lettner, I've been working within the trades for about 6 years. I have worked for both large scale and smaller home project contractors. Honesty, quality, and communication are important for me when dealing with any home owner because my first priority is your vision for the project.





Showing 1-10 of 36
Exterior Painting questions, answered by experts

The typical paint job includes all necessary prep work, one or more coats of paint as specified by the contract, and cleanup. The total price quoted will account for labor, materials, and tax. Your painter should also conduct a home assessment to provide an accurate quote, a painting schedule, and a walkthrough once the job is complete.

You may be able to paint a high ceiling without a ladder if you have an extension pole that reaches high enough. Some extension poles have telescoping handles, allowing you to adjust the pole's length without needing to swap it out. Another option is to use a scaffold to reach high areas.

The best time to tip a painter is after the job is complete. Alternatively, you can buy the painters lunch or coffee during the job.

Not waxing chalk-painted furnishings leaves their surfaces susceptible to moisture damage and color fading over time.

Many people choose to paint the walls first for a few reasons. First, it can provide a sense of accomplishment and motivation to tackle the rest of the room. Second, starting with the walls allows for more forgiveness of small mistakes. You can paint right up to the edge of the trim and easily cover up any accidental paint drops later. On the other hand, if you start with the trim, you need to be more precise to avoid any splatters on the walls.

The Westby, WI homeowners’ guide to exterior painting services

From average costs to expert advice, get all the answers you need to get your job done.

What do you need done? We’ll find top pros.
  • 🌱 "Mow a small front yard"
  • 🛠 "Fix a leaking pipe under the sink"
  • 🏠 "Repair shingles on an asphalt roof"